I (38F) was 19 and spent the night with my best friend. She was the same age, taller, and skinnier. Though we wore basically the same size bra, her boobs were perkier and looked bigger because of the type of bra she wore. She was better at makeup. Her clothes were more revealing. And her hair was always perfect. She had an older boyfriend and he joined us as we watched a movie. We ate some pizza, smoked a joint, and put on another movie. At some point I must have fallen asleep. We were on her queen size bed. It was pushed up in the corner of the room. I was closest to the wall. I woke up facing it, just inches away, and the bed was moving. I could hear heavy breathing. I didn't dare turn my head, but I soon realized what was happening. I didn't want to mess them up, so I pretended to still be asleep. I moved one of my hands between my legs and slowly rubbed my clit as I listened. I imagined what position they may be in and what her sex face looks like. A little while later my fr
Thank god for reddit because I literally cannot tell a single human being in my life about this lol. So I tutor kids after school right. Math and reading mostly, easy money, I go to a few houses in my neighborhood a couple times a week. The moms are usually the ones who set everything up but the dads are the ones home when I show up because the wives work late or travel or whatever. One of the dads, not using his real name obviously, was always... friendly. Not creepy friendly though, more like he’d make me coffee while I worked with his kid and then after the session we’d just stand in the kitchen talking for like forty minutes about nothing. He’s maybe late thirties, not gym fit or anything but he’s got these thick arms and a belly that’s not fat just... solid? He does construction so I guess it makes sense that he’s built like that but idk I still wasn’t expecting it. His hands are all beat up from work, calloused with little nicks and scars everywhere, and every time he’d
I did something terrible to someone and then I did something even more questionable to try to fix it and now I can’t stop thinking about him and I don’t know which part of this situation makes me a worse person. So there’s this guy in my study group at school. We used to be fine, not close friends but friendly enough, and then I ruined it. I won’t go into every detail because it makes me look awful (because I was awful) but the short version is we had a fight, I took it too far, I messed up his chances with a girl he was seeing by running my mouth, and I kind of turned the rest of our group against him. He pulled away from everyone and I heard through a mutual friend that he was failing classes and seeing someone for depression and considering leaving the group entirely because of me. That hit me somewhere I wasn’t ready for it to hit. I spent a whole night staring at my ceiling feeling like garbage because I genuinely, wait no not that word, I really truly made someone’s lif
I need a job that isn't retail because retail makes me want to die so when this sports bar near campus was hiring waitresses I applied. It's one of those places where the girls wear tiny shorts and tight tops and the whole point is guys come in to stare at your tits while they eat wings. You know the type. I figured perfect, I already like attention and I have the body for it. Quick thing about me. I'm kind of the alt girl. Black hair, dark makeup, dark nails, mostly wear black when I'm not in uniform. No tattoos or piercings, just the aesthetic. I've got big tits though, like really big for my frame, and in the uniform top they're basically on a shelf. My manager told me on day one that I'd "do well here" and she was looking directly at my chest when she said it. She was right. I made insane tips. Partly because I'm good at my job but mostly because I learned fast that if I leaned over a little longer clearing plates or "accidentally" brushed a guy's arm while setting his beer d
I started a new office job a bunch of years ago, where it didn't take long to fall into a new circle of friends. DL is a little older than me (She was 32 or so. Me, 28) and we somehow just hit it off immediately. I'd never heard the term "work wife" before, but after about 6 months one of the other women called her that in the middle of the group and there was a little celebration that our relationship had finally leveled up. I thought that was really weird, but I guess it's a real thing? I mean, she's cute.... more than cute, actually. She's the first one guys notice whenever we're all at the bar on Thursdays after work. I mean, anyway. Big boobs. That's what I mean to say. She's got really big boobs. But I got used to the idea, and she's a really good friend. She's nothing like my real wife (physically anyway) who is slim and athletic and has a body I get hard thinking about at my desk. I would never want to fuck anything up with my wife. And DL and I have work boundaries... It's n
A few months ago I started an FWB relationship with a girl I met on Hinge. We saw each other a few times every month and the sex was really good. But this story isn't about her, it's about her roommate. A girl named Olive (not her real name) shared the apartment with her so I had met her every now and then when I visited Eve, my FWB (also not her real name). From tome to time we had a chat, for instance in their kitchen in the morning. Eve and I kept our FWB thing pretty strict so we didn't spend more time than necessary with each other. We were attracted to each other but didn't want our thing to glide into a situationship or something like that. Meeting up, having sex, staying overnight nad leaving. No dinners together, no breakfast together. But her roomate Olive was a little bit more curious about me, I could sense that. Sje would greet me when I got to their apartment and offered me a coffee in the morning when we bumped into each other in the kitchen. Olive is very pretty. She
So a big group of us went to a bonfire at a friend's place, like fifteen people, drinks, music, the whole thing. Not enough chairs for everyone which is fine because people were standing and sitting on coolers and whatever. I am pretty small so I offered to share with one of my guy friends who I am going to call T. T is one of those guys who is genuinely attractive but so shy about it that he does not seem to know. He is quiet in groups, gets a little flustered when you give him direct attention, and I am like ninety percent sure he has had a thing for me for a while but would never in a million years say anything about it. Sharing a chair turned into me just sitting in his lap. It happened gradually, the way these things do, I sort of shuffled back and he sort of made room and then there I was. I could feel him getting tense immediately. Not uncomfortable exactly, just very aware. His hands went to this adorably careful position like he was not sure where to put them and did not wan
I’ve recently discovered I’m a complete slut for attention and that I get wet talking about my experiences. So you all get to read about my recent date. I matched with him on Hinge about ten days before we met. The chat was good from the start, not just surface level. He asked actual questions and remembered the answers. At one point I mentioned I get nervous talking about work and he said “then tell me something that doesn’t feel like work.” That small shift made the whole conversation feel easier. By the time he suggested drinks I already kind of wanted to like him. We met at a quiet bar. He was taller than I expected, maybe 6’1, broad shouldered but not gym bro bulky, with dark hair and the kind of quiet face that just looked really cute. Soft spoken, and he had this way of looking at me like he was actually listening instead of waiting for his turn to talk. I’m only 5’5 so I had to tip my head back a little when he stood to hug me, and I caught him glancing down the length of my
I still remember her walking into my seminar on the first day of the spring semester as though it was yesterday. I’d long since learned to deal with the fact that some students are attractive, but she was another level. Tall and blonde, at once graceful and gawky, seemingly not entirely in control of her long legs, and a wide, wry smile — her mouth was a little too big, in a Julia Roberts way — as if to apologize for being so impossibly hot. Her touch of awkwardness only made her sexier. Her voice was lower than you’d expect, and her default tone was gentle sarcasm. Tattoos on both arms suggested another side to her I couldn’t help but wonder about. On top of all of that, she had a spectacular set of breasts, buoyant but far too large for her narrow frame. (But, as I later learned, entirely natural). The effect was stunning, and she knew it, but she never relied on it. She was sharp as a tack and didn’t need to be. I keep my classrooms professional, but throughout the semester I’d of
For anyone who didn’t see the first post: I showed my friend nudes of my wife recently. He told me he wanted to fuck her. I said yes. She went along with it. I invited him over. She answered the door in a tight crop top and tiny booty shorts with nothing underneath. I watched him fuck her on our couch until he pulled out and came in her mouth. I loved every second of it. Still do. But today has been… different. I woke up hard, replaying everything. She was already in the kitchen making coffee like it was any other Sunday. Kissed me good morning. Asked how I slept. Acted completely normal. I almost started to think maybe the night before had been this intense, private thing we’d just quietly put away. Then I later noticed her phone has been going off more than normal today. I didn’t say anything at first. Just watched her. She kept checking it every few minutes. Small smiles. Sometimes she’d bite her lip. Once she actually laughed under her breath and turned the screen away when
"Wait, are you serious?" He said it like I'd just told him I was secretly famous or something. I nodded. We were sitting on his bed. My legs crossed under me, his hand still on my knee from where we'd been making out thirty seconds ago. I'd just said the thing. The thing I always have to say. The thing that goes one of two ways. He looked at me. Down, then back up. "I literally never would have guessed." "That's kind of the point," I said. Smiling but my stomach was doing flips. He didn't leave. Didn't go quiet. Didn't do the weird thing where they suddenly need to check their phone. He leaned forward and kissed me again, harder this time, and grabbed my waist and pulled me closer and that's when I knew this was going to go very well. His name was Derek. I met him at a bar the weekend before. He was with a group of friends. I was with mine. He kept glancing over at me until I got tired of waiting and walked up to him and said, "Are you going to talk to me or just stare all night?"
This happened while we were both in high school, way back in '06. Everyone in the story is 18. In fact, being that age is basically the reason this story happened at all. When I was an early teenager, I met who I thought was the love of my life. We dated for years, but she after she graduated (she was a year older than me) she left me for someone she met at college. I was bitter about it for a long time. Didn't really have an easy time getting over her. Well, one of my good friends--let's call her Clarissa--wanted to help me take my mind off the ex. Plus, once we had both turned 18 (we were about 2 months apart in age), we were given more freedom to hang out just me and her (not on "dates" or anything like that; however, my parents were strict and didn't let me hang out with girls until I was an adult and could think for myself). She was a good friend of mine, someone I didn't see "that way". After all, I was still hung up on her. So she suggested one January morning right before cla
It happened during a get together at our house. It was getting close to the end of the night, and my wife’s friend and I were having a conversation on our back deck. We’ll call her Annie. Well Annie and I were talking about tipping. When to tip, when not to tip, how much to tip, etc. I was going on about how the definition of a good tip has changed drastically in the past decade. 12% to 15% to 20% now. She listened to me intently as I droned on, maintaining eye contact and nodding her head in agreement. When I finally finished my long winded speech, she responded. “Well honestly that’s for you to worry about,” she said. “This will always be a good tip for women.” As she finished her sentence, she brought a hand up to her shirt and grabbed the fabric near her neckline. She pulled her shirt down on one side of her chest, letting one of her tits pop out into view. My eyes went wide while I followed her movements down to her chest. As soon as her tit was out, her nipple immedia
Hey hey I’m back. The past few days have been a whirlwind, but spoiler alert: things are looking good! Lots to cover, sorry in advance for the long update. I’m including the context for everyone invested so far, but feel free to skip to the stars if you want to get right to the “fun” part. Also, in case you missed it, I wrote a mini update #6 on my profile. In short: our friend Ruby found out about Bri and I. She was supportive, and it didn’t bother us, but we did decide to let things cool off a bit before we tried hooking up again. **As always, everyone in this story is over 18.** After last week, things carried on like normal. Bri and I tried to keep the texting/flirting to a minimum, but it was hard on both of us. One night she texted late saying she missed me, and we ended up essentially having phone sex. We didn’t send any nudes, just texted the other what we’d like to do to each other. It really turned me on, and I made myself cum reading her messages (and looking at the ph
So for the past month I’ve been on and off flirting with this girl at the gym who is always wearing the tiniest shorts that hug her firm ass and sports bras that barely contain her perfectly round tits. I never get a good workout in when she’s at the gym because she’s such a distraction, but obviously that wasn’t the worst thing in the world. This morning we bumped into each other and decided to spot each other while working out. She definitely caught me a few times leering at her tight athletic body sweating and moving, but she didn’t seem to mind. I swear it seemed like she was putting in extra effort to put on a bit of a show to try and get me worked up and I saw her stealing a few glances at my shorts to see if I was getting hard. When it was time to leave she mentioned that she was running late for work and I offered to drive her home, which she gladly took me up on. During the drive she asked if I liked watching her work out and I admitted how fucking hot I thought she was. She
I’ve been training at a new gym, and let’s face it, the best thing about that… New hotties. The gym really is the playground of lust. And this is where things began. I’m catching the pre work morning crowd, however, it was a particular couple that I had eyes for. Mid-20s, seemingly very into each other, which is always sexy. Now, I don’t know what I loved most… The bulge in his grey shorts or her fucking divine, busty tits in a tiny sports bra, you know, the type that you’d get out and they’d just sit so nicely. I noticed them whispering in my direction. She was more subtle than him. Firstly, I was like argh, okay, is my outfit too much!? I was wearing a small grey sports bra and grey booty shorts, obviously pulled all the way up my ass, which is gym girl law. The next exercise I did, she came over to me. My heart raced and I was sat down, with my music in, and she and her beautiful rack were stood over me. I looked up, took my ear buds out and we spoke. She wa
I had been very patiently waiting for my mother-in-law to create another opportunity for us to get together, and it happened today! She was being extra careful, not even daring to send me a text message. She typically never messages me, so I'm sure she wanted to keep that up to not raise any suspicions with my wife. Back to this morning. It was pretty early, around 8am, when my wife's phone rang. My wife was still asleep as she usually is at this time, but when I heard the special ringtone she uses for her mom, I immediately got a little excited and turned on as I typed a work email on my laptop in my office that's right next to the bedroom. I heard my wife talking to her mom in French and could only pick up a few words here and there, but it was pretty clear that she was asking for me to help her again since she kept saying my name. They must've talked for a good 20 minutes before ending the call, after which my wife called out to me to come talk to her. I was still pretty hard s
Don’t get me wrong, I’ve always been a sex-positive person and a firm believer in “we listen and we do not judge” when it comes to sex. I had a share of my wild experiences, mostly from my teens and twenties. At that same time, I always thought that to have a really good sex (and I mean REALLY good), some deeper connection, both emotional and intellectual, is a must. I, a 35 year old man, also believed that much younger women are just not my thing. That was until I met M. We met on random while we were both vacationing by the sea. Turned out, we both came there because we needed a getaway, a small break from day to day. She seemed kind and nice. We talked for a bit, all SFW and friendly, we got a good banter. As we were saying goodbye, I asked her what are her plans for the evening, just out of curiosity. She planned to get a beer somewhere. Coincidentally, I had that same plan, so I asked if she wanted to meet later at a bar that got recommended to me. We exchanged numbers and decide
I haven't written in awhile, but I commented on a thread in another sub the other day about titty fucking and it reminded me of something that happened right before I started college. I'll probably get judged here, but fuck it. Names changed for anonymity. I was 18 when this happened. In high school I had a large close friends group, 6 of us guys. We all considered each other best friends. We graduated in May and were gearing up for college. We always hung out at each other's place. This occasion was no different. Mid-July. We all planned to show up at Josh's house around 2, but somehow I got the time confused and I got there around 12. Only Josh's mom (Sandy) was there. She told me Josh didn't get off work until 1:30 so he wouldn't be back until just before 2. Sandy was about 40-42, blonde and was divorced. I had always lusted after this woman. She was around 5'8" or so, probably 145-150 pounds, with breasts that you only saw in magazines. I loved when we all went to Josh's h
“What, really?” he said from the other end of the couch, raising his eyebrow in response to my joke. “You’ll suck it if we win?” “Sure,” I laughed, putting my feet up on the coffee table. I was just joking, of course. We’d always been like that; making jokes and being silly. That’s just what friends did. Anyway, the team might have been winning, but we were ranked one of the lowest in the entire World Cup, and I’d seen enough games to realise how quickly things could change. “Why the hell not?” “You promise?” I stared at him, a little surprised at how serious he looked, but once again I realised he was joking. I mean…we were friends. “Sure,” I said. “I promise. If we win I’ll get down on my knees and–” “Wooo!” he shouted, standing up and punching the air as the opposing keeper let the ball into the net. “What a goal!” I don’t know much about football, but in the multiple replays that followed, I had to admit that the way the ball curved through the air and seemed to weave its way